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Metal-free transamidation of benzoylpyrrolidin-2-one and amines under aqueous conditions.

Devaneyan JosephMyeong Seong ParkSunwoo Lee
Published in: Organic & biomolecular chemistry (2022)
N-Acyl lactam amides, such as benzoylpyrrolidin-2-one, benzoylpiperidin-2-one, and benzoylazepan-2-one reacted with amines in the presence of DTBP and TBAI to afford the transamidated products in good yields. The reactions were conducted under aqueous conditions and good functional group tolerance was achieved. Both aliphatic and aromatic primary amines displayed good activity under metal-free conditions. A radical reaction pathway is proposed.
Keyphrases
  • ionic liquid
  • fatty acid
  • multidrug resistant
  • amino acid
  • electron transfer